data_FEF
# 
_chem_comp.id                                    FEF 
_chem_comp.name                                  
;(2Z,3E)-2,3'-BIINDOLE-2',3(1H,1'H)-DIONE 3-{O-[(3R)-3,4-DIHYDROXYBUTYL]OXIME}
;
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C20 H19 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-07-30 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        365.383 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FEF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2VZ6 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
FEF OAV  OAV  O 0 1 N N N 53.592 58.873 20.647 53.592 58.873 20.647 OAV  FEF 1  
FEF CAT  CAT  C 0 1 N N N 53.146 60.082 20.575 53.146 60.082 20.575 CAT  FEF 2  
FEF CAR  CAR  C 0 1 N N N 52.744 60.753 19.411 52.744 60.753 19.411 CAR  FEF 3  
FEF CAS  CAS  C 0 1 Y N N 52.398 62.053 19.870 52.398 62.053 19.870 CAS  FEF 4  
FEF CAX  CAX  C 0 1 Y N N 51.943 63.255 19.286 51.943 63.255 19.286 CAX  FEF 5  
FEF CAY  CAY  C 0 1 Y N N 51.728 64.386 20.045 51.728 64.386 20.045 CAY  FEF 6  
FEF CAZ  CAZ  C 0 1 Y N N 51.966 64.372 21.409 51.966 64.372 21.409 CAZ  FEF 7  
FEF CBA  CBA  C 0 1 Y N N 52.429 63.212 22.004 52.429 63.212 22.004 CBA  FEF 8  
FEF CAW  CAW  C 0 1 Y N N 52.634 62.055 21.256 52.634 62.055 21.256 CAW  FEF 9  
FEF NAU  NAU  N 0 1 N N N 53.103 60.855 21.657 53.103 60.855 21.657 NAU  FEF 10 
FEF CAI  CAI  C 0 1 N N N 52.707 60.107 18.182 52.707 60.107 18.182 CAI  FEF 11 
FEF CAG  CAG  C 0 1 N N N 52.322 60.492 16.893 52.322 60.492 16.893 CAG  FEF 12 
FEF CAD  CAD  C 0 1 Y N N 52.486 59.401 16.039 52.486 59.401 16.039 CAD  FEF 13 
FEF CAC  CAC  C 0 1 Y N N 52.274 59.189 14.675 52.274 59.189 14.675 CAC  FEF 14 
FEF CAA  CAA  C 0 1 Y N N 52.555 57.939 14.122 52.555 57.939 14.122 CAA  FEF 15 
FEF CAB  CAB  C 0 1 Y N N 53.034 56.904 14.930 53.034 56.904 14.930 CAB  FEF 16 
FEF CAF  CAF  C 0 1 Y N N 53.231 57.109 16.293 53.231 57.109 16.293 CAF  FEF 17 
FEF CAE  CAE  C 0 1 Y N N 52.969 58.367 16.842 52.969 58.367 16.842 CAE  FEF 18 
FEF NAH  NAH  N 0 1 N N N 53.101 58.823 18.108 53.101 58.823 18.108 NAH  FEF 19 
FEF NAJ  NAJ  N 0 1 N N N 51.884 61.721 16.538 51.884 61.721 16.538 NAJ  FEF 20 
FEF OAK  OAK  O 0 1 N N N 51.572 62.185 15.213 51.572 62.185 15.213 OAK  FEF 21 
FEF CAL  CAL  C 0 1 N N N 51.384 63.595 15.010 51.384 63.595 15.010 CAL  FEF 22 
FEF CAM  CAM  C 0 1 N N N 49.955 64.006 15.369 49.955 64.006 15.369 CAM  FEF 23 
FEF CAN  CAN  C 0 1 N N R 49.843 65.290 16.208 49.843 65.290 16.208 CAN  FEF 24 
FEF OAQ  OAQ  O 0 1 N N N 51.059 66.052 16.165 51.059 66.052 16.165 OAQ  FEF 25 
FEF CAO  CAO  C 0 1 N N N 48.677 66.132 15.674 48.677 66.132 15.674 CAO  FEF 26 
FEF OAP  OAP  O 0 1 N N N 48.292 67.208 16.550 48.292 67.208 16.550 OAP  FEF 27 
FEF HAU  HAU  H 0 1 N N N 53.367 60.597 22.586 53.367 60.597 22.586 HAU  FEF 28 
FEF HAX  HAX  H 0 1 N N N 51.759 63.289 18.222 51.759 63.290 18.222 HAX  FEF 29 
FEF HAY  HAY  H 0 1 N N N 51.371 65.289 19.572 51.371 65.289 19.572 HAY  FEF 30 
FEF HAZ  HAZ  H 0 1 N N N 51.792 65.258 22.002 51.792 65.257 22.002 HAZ  FEF 31 
FEF HBA  HBA  H 0 1 N N N 52.635 63.203 23.064 52.635 63.203 23.064 HBA  FEF 32 
FEF HAC  HAC  H 0 1 N N N 51.895 59.986 14.053 51.895 59.986 14.053 HAC  FEF 33 
FEF HAA  HAA  H 0 1 N N N 52.402 57.771 13.066 52.402 57.771 13.066 HAA  FEF 34 
FEF HAB  HAB  H 0 1 N N N 53.252 55.940 14.495 53.252 55.940 14.495 HAB  FEF 35 
FEF HAF  HAF  H 0 1 N N N 53.583 56.303 16.920 53.583 56.303 16.920 HAF  FEF 36 
FEF HAL1 HAL1 H 0 0 N N N 52.088 64.147 15.649 52.088 64.147 15.649 HAL1 FEF 37 
FEF HAL2 HAL2 H 0 0 N N N 51.564 63.828 13.950 51.564 63.828 13.950 HAL2 FEF 38 
FEF HAM1 HAM1 H 0 0 N N N 49.408 64.172 14.429 49.408 64.172 14.429 HAM1 FEF 39 
FEF HAM2 HAM2 H 0 0 N N N 49.542 63.194 15.985 49.542 63.194 15.985 HAM2 FEF 40 
FEF HAN  HAN  H 0 1 N N N 49.662 65.012 17.257 49.661 65.012 17.257 HAN  FEF 41 
FEF HAQ  HAQ  H 0 1 N N N 51.296 66.220 15.261 51.296 66.220 15.261 HAQ  FEF 42 
FEF HAO1 HAO1 H 0 0 N N N 48.983 66.568 14.712 48.983 66.568 14.712 HAO1 FEF 43 
FEF HAO2 HAO2 H 0 0 N N N 47.809 65.462 15.582 47.809 65.462 15.582 HAO2 FEF 44 
FEF HAP  HAP  H 0 1 N N N 48.207 66.880 17.437 48.207 66.880 17.437 HAP  FEF 45 
FEF HN1  HN1  H 0 1 N N N 53.442 58.284 18.878 53.442 58.284 18.878 HN1  FEF 46 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
FEF OAV CAT  DOUB N N 1  
FEF CAT CAR  SING N N 2  
FEF CAT NAU  SING N N 3  
FEF CAR CAS  SING N N 4  
FEF CAR CAI  DOUB N Z 5  
FEF CAS CAX  SING Y N 6  
FEF CAS CAW  DOUB Y N 7  
FEF CAX CAY  DOUB Y N 8  
FEF CAY CAZ  SING N N 9  
FEF CAZ CBA  DOUB Y N 10 
FEF CBA CAW  SING N N 11 
FEF CAW NAU  SING Y N 12 
FEF CAI CAG  SING N N 13 
FEF CAI NAH  SING Y N 14 
FEF CAG CAD  SING N N 15 
FEF CAG NAJ  DOUB N N 16 
FEF CAD CAC  DOUB N N 17 
FEF CAD CAE  SING N N 18 
FEF CAC CAA  SING N N 19 
FEF CAA CAB  DOUB N N 20 
FEF CAB CAF  SING N E 21 
FEF CAF CAE  DOUB Y N 22 
FEF CAE NAH  SING Y N 23 
FEF NAJ OAK  SING Y N 24 
FEF OAK CAL  SING N N 25 
FEF CAL CAM  SING Y N 26 
FEF CAM CAN  SING N N 27 
FEF CAN OAQ  SING Y N 28 
FEF CAN CAO  SING N N 29 
FEF CAO OAP  SING Y N 30 
FEF NAU HAU  SING N N 31 
FEF CAX HAX  SING N N 32 
FEF CAY HAY  SING N N 33 
FEF CAZ HAZ  SING N N 34 
FEF CBA HBA  SING N N 35 
FEF CAC HAC  SING N N 36 
FEF CAA HAA  SING N N 37 
FEF CAB HAB  SING N N 38 
FEF CAF HAF  SING N N 39 
FEF CAL HAL1 SING N N 40 
FEF CAL HAL2 SING N N 41 
FEF CAM HAM1 SING N N 42 
FEF CAM HAM2 SING N N 43 
FEF CAN HAN  SING N N 44 
FEF OAQ HAQ  SING N N 45 
FEF CAO HAO1 SING N N 46 
FEF CAO HAO2 SING N N 47 
FEF OAP HAP  SING N N 48 
FEF NAH HN1  SING N N 49 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
FEF SMILES           ACDLabs              10.04 O=C2C(\c1ccccc1N2)=C4\C(=N\OCCC(O)CO)\c3ccccc3N4                                                                                                                            
FEF InChI            InChI                1.02b InChI=1/C20H19N3O4/c24-11-12(25)9-10-27-23-18-14-6-2-4-8-16(14)21-19(18)17-13-5-1-3-7-15(13)22-20(17)26/h1-8,12,21,24-25H,9-11H2,(H,22,26)/b19-17-,23-18+/t12-/m1/s1/f/h22H 
FEF InChIKey         InChI                1.02b RKUMZEVCWKZXFV-UYHYFEJZDZ                                                                                                                                                   
FEF SMILES_CANONICAL CACTVS               3.341 OC[C@H](O)CCO/N=C1/C(Nc2ccccc12)=C3/C(=O)Nc4ccccc34                                                                                                                         
FEF SMILES           CACTVS               3.341 OC[CH](O)CCON=C1C(Nc2ccccc12)=C3C(=O)Nc4ccccc34                                                                                                                             
FEF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)/C(=C/3\C(=N\OCC[C@H](CO)O)\c4ccccc4N3)/C(=O)N2                                                                                                                  
FEF SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)C(=C3C(=NOCCC(CO)O)c4ccccc4N3)C(=O)N2                                                                                                                            
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
FEF "SYSTEMATIC NAME" ACDLabs              10.04 
;(2Z,3E)-2,3'-biindole-2',3(1H,1'H)-dione 3-{O-[(3R)-3,4-dihydroxybutyl]oxime}
;
FEF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3Z)-3-[(3E)-3-[(3R)-3,4-dihydroxybutoxy]imino-1H-indol-2-ylidene]-1H-indol-2-one 
# 
